| Field |
Value |
Language |
|
dc.contributor.author |
Phillips, MJA |
|
|
dc.contributor.author |
Ung, AT |
|
|
dc.contributor.author |
Harry, EJ |
|
|
dc.contributor.author |
Ashmore, J |
|
|
dc.contributor.author |
McDonagh, AM |
|
|
dc.date.accessioned |
2025-01-29T06:08:34Z |
|
|
dc.date.available |
2025-01-29T06:08:34Z |
|
|
dc.identifier.citation |
BioChem, 5, (1), pp. 1 |
|
|
dc.identifier.issn |
2673-6411 |
|
|
dc.identifier.issn |
2673-6411 |
|
|
dc.identifier.uri |
http://hdl.handle.net/10453/184584
|
|
|
dc.description.abstract |
<jats:p>Isoquinoline derivatives exhibit a range of biological properties, including antibacterial activity, and are thus attractive as a scaffold for developing broad-spectrum antibacterial compounds. A series of six isoquinoline-based compounds were synthesized using the reaction of 6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline with dimethyl acetylenedicarboxylate (DMAD) to provide the tricyclic (2Z)-[2-oxo-5,6-dihydropyrrolo[2,1,a]isoquinolin-3-ylidene]-2-ethanoate. The [2 + 3] cycloaddition of DMAD with C-6 and C-7 substituted 1-methyl-3,4-dihydroisoquinolines proceeded using aryl ethers or unsubstituted compounds, but not with amine, amide or nitro moieties at the C-7 position. Compounds 8d and 8f were found to have antibacterial properties against some Gram-positive pathogens (Staphylococcus aureus—8d = 16 µg/mL, 8f = 32 µg/mL; Streptococcus pneumoniae—8f = 32 µg/mL; and Enterococcus faecium—8d = 128 µg/mL, 8f = 64 µg/mL). Evaluation of their cytotoxic properties against mammalian cell lines revealed some cytotoxic effects (8b and 8d, 125 µM, 24 h, HEp-2 cells) and (8a, 8b, 8d = 125 µM, 8f = 62.5 µM, 24 h, McCoy B cells), suggesting limitations in their antibacterial applications without further development.</jats:p> |
|
|
dc.language |
en |
|
|
dc.publisher |
MDPI |
|
|
dc.relation.ispartof |
BioChem |
|
|
dc.relation.isbasedon |
10.3390/biochem5010001 |
|
|
dc.rights |
info:eu-repo/semantics/openAccess |
|
|
dc.title |
Synthesis and Investigation of Tricyclic Isoquinoline Derivatives as Antibacterial Agents |
|
|
dc.type |
Journal Article |
|
|
utslib.citation.volume |
5 |
|
|
pubs.organisational-group |
University of Technology Sydney |
|
|
pubs.organisational-group |
University of Technology Sydney/Faculty of Science |
|
|
pubs.organisational-group |
University of Technology Sydney/Faculty of Science/School of Mathematical and Physical Sciences |
|
|
pubs.organisational-group |
University of Technology Sydney/UTS Groups |
|
|
pubs.organisational-group |
University of Technology Sydney/UTS Groups/Australian Institute for Microbiology & Infection (AIMI) |
|
|
pubs.organisational-group |
University of Technology Sydney/UTS Groups/Centre for Clean Energy Technology (CCET) |
|
|
pubs.organisational-group |
University of Technology Sydney/UTS Groups/Centre for Clean Energy Technology (CCET)/Centre for Clean Energy Technology (CCET) Associate Members |
|
|
utslib.copyright.status |
open_access |
* |
|
dc.rights.license |
This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0). To view a copy of this license, visit https://creativecommons.org/licenses/by/4.0/ |
|
|
dc.date.updated |
2025-01-29T06:08:33Z |
|
|
pubs.issue |
1 |
|
|
pubs.publication-status |
Published online |
|
|
pubs.volume |
5 |
|
|
utslib.citation.issue |
1 |
|
